Jackie ‘O’ Henderson has been spotted stepping out in Sydney‘s ritzy eastern suburbs, just days after returning from a European getaway.
The 51-year-old former radio star looked effortlessly chic on Wednesday as she strolled through the leafy neighbourhood carrying a $3,450 Jimmy Choo handbag.
Jackie exposed her shoulders in the winter sunshine, wearing a tank top paired with baggy navy cargo pants and black leather loafers.
She wore her blonde locks in her signature loose waves, while carrying the toffee-coloured leather Jimmy Choo tote over one shoulder.
The media personality appeared relaxed as she made her way through the eastern suburbs following her recent overseas holiday.
Jackie’s polished off-duty look was elevated by the designer handbag, which added a luxe touch to the otherwise casual ensemble.
Jackie ‘O’ Henderson has been spotted stepping out in Sydney’s eastern suburbs, just days after returning from a European getaway
The 51-year-old former radio star looked effortlessly chic on Wednesday as she strolled through the leafy area carrying a luxury $3,450 Jimmy Choo handbag
The outing comes just days after Jackie was seen for the first time since quietly slipping out of Australia last month for a European escape amid the fallout from her split with long-time radio partner Kyle Sandilands.
It was also ahead of the first hearing in her Federal Court battle against former employer ARN after she launched legal action following the abrupt end of her reported $100million radio contract in March.
Speaking exclusively on Daily Mail’s podcast The Debrief with Savanna Young, the 55-year-old said the couple had initially planned to give their three-year-old son Otto a sibling before deciding against expanding their family.
‘We’ve talked about more kids, but we’ve decided no,’ Kyle said.
‘It’s mainly because of my old age. We did want to have two at the beginning, but I was like, “Oh, now I know why everyone has their kids in their 20s because I’m 55 and I’m exhausted and I love every minute of it”.’
He added: ‘But… imagine having two and one’s sick. You never get any peace.’
Kyle also revealed he continues to undergo regular monitoring for aneurysms in both his chest and brain, explaining doctors are unable to perform standard keyhole surgery on the aneurysm behind his right eye due to its complex location.
Jackie exposed her shoulders in the winter sunshine, wearing a tank top paired with baggy navy cargo pants and black leather loafers
The outing comes just days after Jackie was seen for the first time since quietly slipping out of Australia last month for a European escape amid the fallout from her split with radio partner Kyle Sandilands
‘I’ve got to go to the cardiovascular surgeon because I’ve got another aneurysm in my chest as well. So they’ve got to monitor that one,’ he said.
‘And then in a couple of months’ time, they go and they have to go through that whole scan process again to see if it’s grown.’
The radio veteran previously shocked listeners when he revealed live on air that doctors had diagnosed him with a brain aneurysm requiring urgent specialist treatment.
His latest comments come just weeks before he launches his new independent subscription program, Kyle Sandilands Live, after settling his legal dispute with ARN.
Jackie’s future remains uncertain as she prepares for her legal battle against the broadcaster, with it still unclear whether she plans to return to radio or launch a new media venture.
The Debrief with Savanna Young is now available on the Daily Mail’s YouTube, Spotify and Apple Podcasts, with new episodes dropping weekly.



